Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965783Generated: October 31, 2026

Ethyl cyanoacetate → 6,7-Dihydroxy-2-imino-2H-chromene-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/965783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoacetateHCID 7764—
Reactant2,4,5-TrihydroxybenzaldehydeHCID 643387—
CatalystAcetic AcidHCID 176—
CatalystPiperidineHCID 8082—
SolventDimethylformamideHCID 6228—
Product6,7-Dihydroxy-2-imino-2H-chromene-3-carboxylic acid ethyl esterHCID 136377625—

Reaction Steps

To a solution of 2,4,5-trihydroxybenzaldehyde (2.94 g) and ethyl cyanoacetate (1.62 g) in DMF (20 ml) were added 20 drops (Pasteur pipette) of piperidine and eight drops of acetic acid and the solution kept at 80° C. under nitrogen for two hours. The product was filtered and washed with DMF and ethyl ether. Yield: 2.00 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951870B2
Source datasetuspto-grants-2005_10
ORD IDord-3c8480c2150a4cc39986f0d6baa4f641
Source noteuspto-grants-2005_10